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Synthesis, in vitro antioxidant and antimicrobial activities of some novel 3-substitued-4-(3-methoxy-4-isobutyryloxybenzylideneamino)-4,5-dihydro- 1H-1,2,4-triazol-5-one derivatives
Indian Journal of Chemistry, Section B ( IF 0.456 ) Pub Date : 2020-02-12
S Manap, Ö Gürsoy-Kol, M Alkan, H Yüksek

In this study, 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones have been reacted with 3-methoxy-4-isobutyryloxybenzaldehyde 2 to afford the corresponding nine new 3-alkyl(aryl)-4-(3-methoxy-4-isobutyryloxybenzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 3. Then, the acetylation reactions of compounds 3 have been investigated and 4 type compounds have been obtained. The compounds 3 have also been treated with morpholine/1-methylpiperazine in the presence of formaldehyde according to the Mannich reaction to synthesize 1-(morpholine-4-yl-methyl)-3-alkyl(aryl)-4-(3-methoxy-4-isobutyryloxy-benzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 5, and 1-(1-methylpiperazin-4-yl-methyl)-3-alkyl(aryl)-4-(3-methoxy-4-isobutyryloxybenzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 6, respectively. The structures of twenty four new compounds have been characterized by IR, 1H and 13C NMR and MS spectroscopic methods. In addition, the newly synthesized compounds have been screened for their antimicrobial activities. Furthermore, these twenty four new compounds have been analyzed for their in vitro potential antioxidant activities by three different methods.

中文翻译:

一些新的3-取代的-4-(3-甲氧基-4-异丁酰氧基苄叉亚氨基)-4,5-二氢-1H-1,2,4-三唑-5-酮衍生物的合成,体外抗氧化和抗菌活性

在这项研究中,3-烷基(芳基)-4-氨基-4,5-二氢-1 H -1,2,4-三唑-5-酮已与3-甲氧基-4-异丁酰氧基苯甲醛2反应得到相应的九个新的3-烷基(芳基)-4-(3-甲氧基-4-异丁酰氧基苄叉亚氨基)-4,5-二氢-1 H -1,2,4-三唑-5-酮3。然后,研究了化合物3的乙酰化反应并获得了4种类型的化合物。化合物3也与吗啉/ 1处理-甲基哌嗪在甲醛的存在下,根据合成1-(吗啉-4-基-甲基)-3 -烷基(芳基)-4-(3-甲氧基曼尼希反应-4-异丁酰氧基-亚苄基氨基)-4,5-二氢-1H -1,2,4-三唑-5-酮5和1-(1-甲基哌嗪-4-基甲基)-3-烷基(芳基)-4-(3-甲氧基-4-异丁氧基苄叉亚氨基)-4 ,5-二氢-1 H -1,2,4-三唑-5-酮6。二十四个新化合物的结构已通过IR,1 H和13 C NMR和MS光谱学方法进行了表征。另外,已经筛选了新合成的化合物的抗微生物活性。此外,已经通过三种不同方法分析了这二十四种新化合物的体外潜在抗氧化活性。
更新日期:2020-02-12
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